Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.
Bioorg Med Chem Lett. 2010 Jan 1;20(1):129-31. doi: 10.1016/j.bmcl.2009.11.016. Epub 2009 Nov 12.
A convenient method for the synthesis of N(2)-dimethylaminomethylene-2'-O-methylguanosine (1), which is a useful intermediate for oligonucleotide construction, was developed. We chose the di-tert-butylsilyl group and the triisopropylbenzenesulfonyl group as sugar and base protecting groups, respectively. These protecting groups were stable during the 2'-O-methylation step with MeI and NaH. Our six-step synthesis of 1 is easy to perform using commercially available reagents, and requires only three chromatographic purifications. Compound 1 was obtained in 56% yield from guanosine.
开发了一种方便的方法来合成 N(2)-二甲氨亚甲基-2'-O-甲基鸟苷（1），它是一种有用的寡核苷酸构建中间体。我们分别选择了二叔丁基硅基和三异丙基苯磺酰基作为糖和碱基保护基。这些保护基在使用 MeI 和 NaH 进行 2'-O-甲基化步骤时稳定。我们的 1 的六步合成使用商业上可获得的试剂很容易进行，只需要三次色谱纯化。从鸟苷中以 56%的收率获得了化合物 1。
